(3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol

Base Information

Chemical Name:(3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol
CAS No.:1528746-85-1
Molecular Formula:C₂₃H₃₄O₅
Molecular Weight:390.52
Hs Code.:

Synonyms:(3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol

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Chemical Property of (3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol

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Technology Process of (3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol

There total 8 articles about (3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1528746-84-0
C₂₉H₃₉NO₇Se

: 1528746-85-1
(3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; water; at 60 ℃; for 0.333333h;
DOI:10.1016/j.tet.2013.11.070

Reference yield:

: 1313708-38-1
(2R,3E)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

: 1528746-85-1
(3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / acetonitrile / 4 h / 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

3.1: lithium di-tert-buthylbiphenilide / tetrahydrofuran / 0.05 h / -78 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4.2: 6 h / 0 - 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.05 h / 20 °C / Inert atmosphere

6.1: tributylphosphine / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

7.1: dihydrogen peroxide / tetrahydrofuran; water / 0.33 h / 60 °C

With lithium di-tert-buthylbiphenilide; tributylphosphine; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; potassium carbonate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1016/j.tet.2013.11.070

Reference yield:

: 1528746-70-4
(2R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-(tert-butyldiphenylsilyloxy)butanoate

: 1528746-85-1
(3R)-3-{2-[(2R,3E)-5-(allyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-2-methyl-pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.1: lithium di-tert-buthylbiphenilide / tetrahydrofuran / 0.05 h / -78 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 6 h / 0 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.05 h / 20 °C / Inert atmosphere

5.1: tributylphosphine / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

6.1: dihydrogen peroxide / tetrahydrofuran; water / 0.33 h / 60 °C

With lithium di-tert-buthylbiphenilide; tributylphosphine; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; In tetrahydrofuran; water;
DOI:10.1016/j.tet.2013.11.070